CLASSIC
WINDSOR
CLASSIC
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BUILT ON TRADITION

Classic Tattoo is a Windsor, Ontario tattoo shop rooted in traditional fundamentals and disciplined craftsmanship. Led by Brett Masse, the studio is known for Japanese, traditional, and large-scale work executed with precision and intent.

Explore work
Tattoo
Tattoo

APPOINTMENTS & WALK-INS

Classic Tattoo is open Tuesday through Saturday.
Mondays and Sundays are available by appointment only. Walk-ins are welcome daily, with all-day walk-in availability every Wednesday.

The shop features one of Windsor’s largest traditional flash collections and has been voted Best Tattoo Shop in the city.
Everyone is welcome at Classic Tattoo.

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Brett Masse

Shop Owner
Street Tattooer, Machine Builder and 17 year Tattoo Collector.

Specializes in Traditional, Japanese & Large Scale Work. One of Windsors most efficient and submerged Tattooers. Everything is done deliberately with speed and accuracy.

Knowledgeable in Tattoo history and fundamentals providing beautiful, bold and bright tattoos that are made to last while providing an unforgettable experience.

minimal and personalised

Theo HIRST

Tattoo Artist
Theo began collecting tattoos in 2018 and was painting flash long before stepping into the shop. His dedication to drawing and respect for traditional tattooing quickly earned him a place at Classic Windsor.

Working closely within the shop’s traditional apprenticeship environment, Theo has developed a strong understanding of tattoo fundamentals, machine building, and clean execution.

Known around the shop as “the golden boy,” he brings a humble attitude, strong work ethic, and steady improvement to everything he does. Theo focuses on bold, clean tattoos rooted in traditional design, and continues to grow as a thoughtful student of the craft and a valued member of the Classic Windsor team.

bold and meaningful

Joe Bear

Tattoo Artist
Originally from Santiago, Chile with over 8 years of experience in street shops.

Specializes in American Traditional, Tribal, and Japanese tattooing. Joe’s background in high-volume street shops gives him strong versatility and the ability to adapt to a wide range of styles and client ideas.

Influenced by classic American and European traditional tattooing, folk art, and vintage cartoons, Joe focuses on creating bold, well-crafted tattoos with strong attention to detail and timeless design.

On Demand Couple tattoo
tattoo image

Achievements & Awards

Voted Best Shop In The City, by Community Votes

2025

2024

2023

2022

2021

Voted Best Tattoo Business in Windsor

2025

2024

Testimonials

Recent PIECES

Home to one of Windsor’s largest traditional flash collections, Classic Tattoo has earned recognition as one of the city’s most established tattoo studios.

Recent Tattoo Image
Recent Tattoo Image
Recent Tattoo Image
Recent Tattoo Image
Recent Tattoo Image
Recent Tattoo Image
Recent Tattoo Image
Recent Tattoo Image

CONTACT CLASSIC WINDSOR

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